The Journal of Organic Chemistry

Cyclization of (4-Methoxy-5-hexenyl) lithium

WF Bailey, XL Jiang

Index: Bailey, William F.; Jiang, Xing-Long Journal of Organic Chemistry, 1994 , vol. 59, # 22 p. 6528 - 6533

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Citation Number: 14

Abstract

The cyclization of (4-methoxy-5-hexeny1) lithium (11, which was prepared by lithium-iodine exchange between 3-methoxy-6-iodo-1-hexene (2) and 1.75 molar equiv of t-BuLi in diethyl ether-n-pentane solution at-78 “C, has been investigated in a variety of solvent systems. The isomeric composition of the cis-and trans-1-methoxy-2-methylcyclopentane produced upon cyclization of 1 followed by quench with MeOH has been found to be dramatically ...